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San Mateo Holiday Rentals

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Our top choices for San Mateo holiday rentals

1. St. Johns Riverfront, Private Dock & Pet-Friendly Yard | River Vistas

St. Johns Riverfront, Private Dock & Pet-Friendly Yard | River Vistas
Palatka
9.8 out of 10, Exceptional, (24 reviews)
"Great location ! Beautiful water view ! The home is very clean and is extremely large and spacious. The kitchen is amazing with top of the line appliances . All the bedrooms are large.Plenty of space for parking . The dock area is perfect if you bring or rent a boat . The house is so close to grocery stores and shopping."
United States
KAYE P.
The price is NZ$1,416
includes taxes & fees
5 Oct - 6 Oct
St. Johns Riverfront, Private Dock & Pet-Friendly Yard | River Vistas

2. Rustic River Cabin - Shell Harbour on the St Johns River - Pet Friendly

Rustic River Cabin - Shell Harbour on the St Johns River - Pet Friendly
Satsuma
9.8 out of 10, Exceptional, (36 reviews)
"The cabin was super cute, clean and very comfortable!"
United States
Terri M.
The price is NZ$407
includes taxes & fees
5 Oct - 6 Oct
Rustic River Cabin - Shell Harbour on the St Johns River - Pet Friendly

3. Stay on the St. Johns River - Room 3 at Shell Harbour

Stay on the St. Johns River - Room 3 at Shell Harbour
Satsuma
9.4 out of 10, Exceptional, (6 reviews)
"Great hosts"
United States
Chris
The price is NZ$262
includes taxes & fees
5 Oct - 6 Oct
Stay on the St. Johns River - Room 3 at Shell Harbour

4. Moonlite Retreat- Waterfront home in Welaka, Florida

Moonlite Retreat- Waterfront home in Welaka, Florida
Welaka
10.0 out of 10, Exceptional, (32 reviews)
"Very clean accommodation with everything needed for an enjoyable stay. "
United States
Vincent F.
The price is NZ$498
includes taxes & fees
6 Oct - 7 Oct
Moonlite Retreat- Waterfront home in Welaka, Florida

5. Charming 2-bedroom house on the St John’s River in Palatka with amazing views

Charming 2-bedroom house on the St John’s River in Palatka with amazing views
Palatka
9.6 out of 10, Exceptional, (14 reviews)
"Had a great stay. "
United States
alana s.
The price is NZ$785
includes taxes & fees
5 Oct - 6 Oct
Charming 2-bedroom house on the St John’s River in Palatka with amazing views

6. 'grand Gables' Home: 1 Block to St Johns River!

'grand Gables' Home: 1 Block to St Johns River!
3.0 star property
Palatka
The price is NZ$1,629
includes taxes & fees
15 Oct - 16 Oct
'grand Gables' Home: 1 Block to St Johns River!

7. 'Grand Gables' Home: 1 Block to St Johns River!

'Grand Gables' Home: 1 Block to St Johns River!
Palatka
10.0 out of 10, Exceptional, (12 reviews)
"My wife and her family loved it. It was awesome! Thank you, Tate! Great location coupled with compelling history. Thanks again."
United States
Fred H.
The price is NZ$1,607
includes taxes & fees
15 Oct - 16 Oct
'Grand Gables' Home: 1 Block to St Johns River!

8. Charming 1930's house only a few blocks from the St. Johns River!

Charming 1930's house only a few blocks from the St. Johns River!
Welaka
10.0 out of 10, Exceptional, (96 reviews)
"We had a great stay. Always enjoy our stay this charming house."
United States
Rennie R W.
The price is NZ$356
includes taxes & fees
5 Oct - 6 Oct
Charming 1930's house only a few blocks from the St. Johns River!

9. Shell Harbour Room 6 - Waterfront Stay on the St. Johns River

Shell Harbour Room 6 - Waterfront Stay on the St. Johns River
Satsuma
9.6 out of 10, Exceptional, (10 reviews)
"Tranquil and beautiful property. The cabin was adorable with cold AC , clean and cozy. The boat ramp is just across the street! We will definitely be going back."
United States
Melisa
The price is NZ$228
includes taxes & fees
7 Oct - 8 Oct
Shell Harbour Room 6 - Waterfront Stay on the St. Johns River

10. Crescent City Home w/ Charcoal Grill: Near 3 Lakes

Crescent City Home w/ Charcoal Grill: Near 3 Lakes
Crescent City
4.0 out of 10, (1 review)
"this was the worst place we stayed on our trip biking up Florida coast. the two "futons" are couches that are not anyway a place for anyone to sleep. did not see any air mattresses. You couldn't pay me to use the "single serve" coffee pot, no glasses, no ice, the sheets were stained. This place was so over priced compared to other places we stayed. You can not spend any time outside as its all ant hills everywhere. SO disappointed. The only positive was the very nice man who maintains the...
United States
Lori
The price is NZ$573
includes taxes & fees
5 Oct - 6 Oct
Crescent City Home w/ Charcoal Grill: Near 3 Lakes

11. Tropical Lakeside Studio in Tiny‑Home Community — Steps to Docks & Fishing

Tropical Lakeside Studio in Tiny‑Home Community — Steps to Docks & Fishing
Crescent City
The price is NZ$300
includes taxes & fees
14 Oct - 15 Oct
Tropical Lakeside Studio in Tiny‑Home Community — Steps to Docks & Fishing

12. Lake George getaway

Lake George getaway
Fruitland
The price is NZ$475
includes taxes & fees
5 Oct - 6 Oct
Lake George getaway

13. Delightful 2 bed cabin in Salt Springs - other cabins available

Delightful 2 bed cabin in Salt Springs - other cabins available
Salt Springs
10.0 out of 10, Exceptional, (21 reviews)
"Very clean and affordable room!"
United States
Stacie C.
The price is NZ$188
includes taxes & fees
8 Oct - 9 Oct
Delightful 2 bed cabin in Salt Springs - other cabins available

14. All about the water #2 of 3-Pet-friendly!

All about the water #2 of 3-Pet-friendly!
Crescent City
8.4 out of 10, Very good, (22 reviews)
"Quite, peaceful, Everything"
United States
Michelle
The price is NZ$417
includes taxes & fees
19 Oct - 20 Oct
All about the water #2 of 3-Pet-friendly!

15. Relaxing Lakefront Escape with Hot Tub, Fire Pit, Kayaks & Paddle Boards

Relaxing Lakefront Escape with Hot Tub, Fire Pit, Kayaks & Paddle Boards
Interlachen
10.0 out of 10, Exceptional, (8 reviews)
"Absolutely amazing trip!!! Host was 10/10 with being available and helpful! We loved the views and kayaks!"
United States
Krysta
The price is NZ$886
includes taxes & fees
7 Oct - 8 Oct
Relaxing Lakefront Escape with Hot Tub, Fire Pit, Kayaks & Paddle Boards

16. Crescent City Home w/ Charcoal Grill: Near 3 Lakes

Crescent City Home w/ Charcoal Grill: Near 3 Lakes
3.0 star property
Crescent City
The price is NZ$580
includes taxes & fees
5 Oct - 6 Oct
Crescent City Home w/ Charcoal Grill: Near 3 Lakes

17. Palm Coast Cozy apartment<br>

Palm Coast Cozy apartment<br>
Palm Harbor
9.6 out of 10, Exceptional, (47 reviews)
"Overall it was a nice, quiet and comfortable stay. I will be returning! Thank you, Andrea."
United States
Ashley K.
The price is NZ$188
includes taxes & fees
5 Oct - 6 Oct
Palm Coast Cozy apartment<br>

18. All about the water #3 of 3-Pet-friendly!

All about the water #3 of 3-Pet-friendly!
Crescent City
9.4 out of 10, Exceptional, (39 reviews)
"Host was very accommodating. Enjoyed our stay!"
United States
Maryann B.
The price is NZ$424
includes taxes & fees
7 Oct - 8 Oct
All about the water #3 of 3-Pet-friendly!

19. Stylish Family Retreat with Heated Pool, Bikes & More Near Parks & Beaches

Stylish Family Retreat with Heated Pool, Bikes & More Near Parks & Beaches
Palm Harbor
10.0 out of 10, Exceptional, (74 reviews)
"The house was perfect for us to relax in for our anniversary! Renata was fantastic! This is our second time staying here and she was just as responsive this time as last time. We will definitely be back once again!!"
United States
Jennifer P.
The price is NZ$945
includes taxes & fees
5 Oct - 6 Oct
Stylish Family Retreat with Heated Pool, Bikes & More Near Parks & Beaches

20. Fisherman’s Paradise

Fisherman’s Paradise
Interlachen
10.0 out of 10, Exceptional, (4 reviews)
"The stay was awesome. Very clean and convenient to the lake and town. Will stay again"
United States
Anthony S.
The price is NZ$585
includes taxes & fees
5 Oct - 6 Oct
Fisherman’s Paradise
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top San Mateo Hotel Reviews

Find out more about San Mateo

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our San Mateo holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up San Mateo. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in San Mateo. Seeing all the best attractions is bound to make you fall in love with San Mateo. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in San Mateo short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in San Mateo?

Yes, there are holiday rentals close to the most popular sights in San Mateo, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that San Mateo has to offer?

Modern Home, Private Pool, Dog Friendly – Minutes from Golf, Beach & Speedway: This holiday home rental outside of San Mateo is located next to a golf course, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of garden in this rental home to help you unwind.

How many holiday rentals are there in San Mateo?

Expedia has 3 holiday rentals for your stay in San Mateo.

What can I see and do in San Mateo?

Explore the area and family-friendly sights such as Lake Broward Park, or get out into nature at a spot like Crescent Lake. Ravine Gardens State Park and Palatka Municipal Golf Course are a couple of places you'll find in the wider area.

What are holiday rentals like in San Mateo?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in San Mateo. Holiday rentals provide amenities like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for family trips or small group gatherings.